Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 22118373 | HCID 22118373 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22118398 | HCID 22118398 | 86.4% |
Reaction Steps
A mixture containing 1.19 g (3.2 mmol) of 8-chloro-6-ethoxycarbonyl-4,4-ethylenedioxy-5-methylthiochroman-1,1-dioxide, 0.33 g (5.0 mmol) of potassium hydroxide, 8 ml of methanol and 2 ml of water was stirred under heat at 80° C. for 2 hours. After the completion of the reaction, 20 ml of water was added, and an aqueous layer was washed with methylene chloride. The aqueous layer was neutralized with 2 wt % hydrochloric acid and extracted with ethyl acetate. An organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate, and the solvent was distilled off to give 0.92 g (yield 84%) of 6-carboxy-8-chloro-4,4-ethylenedioxy-5-methylthiochroman-1,1-dioxide in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06159904 |
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| Source dataset | uspto-grants-2000_12 |
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| ORD ID | ord-207722d9311140f08f628ac8f6322b55 |
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| Source note | uspto-grants-2000_12 |
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